Palladium-catalyzed coupling reactions of bromobenzaldehydes with 3,4-di( tert-butyldimethylsilyloxy)-1-alkene to (3,4-dihydroxyalkenyl)benzaldehydes in the synthesis of lipoxin analogues

Abstract

o-, m-, and p-(3,4-Dihydroxyalkenyl)benzaldehydes were selectively prepared via palladium-catalyzed Heck-type coupling reactions of o-, m-, and p-bromobenzaldehydes with 3,4-di(tert-butyldimethylsilyloxy)-1-alkene. The products were employed for the synthesis of lipoxin analogues, o-, m-, and p-3-hydroxyalkenyl-3,4-dihydroxyalkenylbenzenes.